Orange County Holidays

Photo by Karen Wirtz

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Top destinations in Orange County

Sunrise image of the Arrigoni Bridge in Middletown, CT
FlightsFlightsHotelsHotels

Middletown

Middletown

Top Flight + Hotel Deals in Orange County

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €2,964, price is now €1,699 per person
€1,699
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,963 reviews)
The room was clean and breakfast wasn’t bad.

Reviewed on 28 Apr 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was €4,589, price is now €2,660 per person
€2,660
per person
8 Jun - 15 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Laid back, cool vibe. Great size and perfect location.

Reviewed on 24 Apr 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was €3,859, price is now €2,284 per person
€2,284
per person
8 Jun - 15 Jun
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on 4 Nov 2025

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was €3,070, price is now €1,818 per person
€1,818
per person
20 Jun - 27 Jun
found 1 day ago
Return direct flight included
Zagreb (ZAG) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,005 reviews)
We absolutely enjoyed our stay! The staff were excellent special shout out to Telik and Nick. Beautiful decor. I highly recommend it.

Reviewed on 29 Apr 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,978, price is now €1,785 per person
€1,785
per person
3 Jun - 12 Jun
found 2 hours ago
Return direct flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,029 reviews)
Clean room, clean property. The thermostat didn’t work great but it didn’t bother me enough to mention, I just opened the window.

Reviewed on 30 Apr 2026

Top hotels in Orange County

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is €124 per night from 3 May to 4 May
€124
3 May - 4 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Was fine for the night.

Reviewed on 28 Apr 2026

Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is €144 per night from 10 May to 11 May
€144
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Property needs renovation and repairs however it was fine to stay for the weekend if you don’t plan to be in your room often. No temperature self regulation, it just gets turned on and off automatically. The 1915 restaurant is on the expensive side and the diner closes early. The main property, restaurants, ...

Reviewed on 28 Apr 2026

Overlook Lodge at Bear Mountain
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is €118 per night from 3 May to 4 May
€118
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Yes

Reviewed on 23 Apr 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 525 properties in Orange County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Orange County holiday package cost?
Get set to book, because a trip to Orange County starts from a tempting €1,699. When you bundle your hotels, flights and car rentals into a holiday package, you'll score the best deals.
How do I get a cheap travel package to Orange County?
One word: bundle. Hotels, flights and rental cars — combine whatever you need into an Orange County holiday package to save tons of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to customize your holiday your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has a chance to travel and live out those holiday fantasies.
What are the top hotels in Orange County?
Look up Royal Regency Hotel and Tru By Hilton Albany Airport, NY. They're the first choice for many travellers headed to Newburgh. If Monroe features in your travel plans, Overlook Lodge at Bear Mountain and Microtel Inn & Suites by Wyndham Middletown are a couple of welcoming options.
How far in advance should I book my Orange County holiday?
Smart travellers will likely want to book as early as possible. You can generally browse through international fares on Expedia up to a year before your flight. If you've left things to the last minute, fear not. Budget prices occasionally become available in the last weeks prior to departure.
What does an Expedia Orange County travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Orange County trip. You can also add on some activities and experiences once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking an Orange County travel package?
When you book your hotels, flights and car rentals together, you'll nab terrific discounts. Whether you're planning a rural escape in a cottage or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with an Orange County Expedia holiday package?
Yes, and with more than 550 airlines to select from all over the world, it's all about choice. Look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Orange County holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Orange County holiday package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.